1137-94-6Relevant articles and documents
Pinene-derived monodentate phosphoramidites for asymmetric hydrogenation
Schmitz, Christian,Leitner, Walter,Franciò, Giancarlo
, p. 2889 - 2901 (2015)
Phosphoramidite ligands based on pinene-derived chiral amines have been prepared by a straightforward procedure in good yields. The key step of the synthetic protocol is a stereoselective hydrogenation of annulated pinene-pyridine derivatives leading to (diastereoisomeric) secondary amines that were separated and treated with different chlorophosphites to yield the envisaged phosphoramidites. The absolute configurations of the ligands were assigned on the basis of NMR analyses and corroborated by X-ray diffraction analysis of a borane adduct of a typical ligand. The new ligands were employed in the asymmetric hydrogenation of imines and olefins. The iridium-catalyzed hydrogenation of imines provided up to 81?% ee, whereas in the rhodium-catalyzed hydrogenation of functionalized olefins enantioselectivities of up to 99?% ee were achieved. In this particular application, the different chiral elements of the ligand structure led to synergistic effects and the enantioselectivity is dominated by the chiral diol moiety.
Design and synthesis of conformationally constrained hydroxylated 4-phenyl-2-aryl chromenopyridines as novel and selective topoisomerase II-targeted antiproliferative agents
Thapa, Pritam,Jun, Kyu-Yeon,Kadayat, Tara Man,Park, Chanmi,Zheng, Zhi,Thapa Magar, Til Bahadur,Bist, Ganesh,Shrestha, Aarajana,Na, Younghwa,Kwon, Youngjoo,Lee, Eung-Seok
, p. 6454 - 6466 (2015)
To develop novel selective topoisomerase II inhibitors, we designed and synthesized a series of conformationally constrained hydroxylated 4-phenyl-2-aryl chromenopyridines and evaluated their topoisomerase inhibitory activity and cytotoxicity against thre
Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure-activity relationship study of 2-phenyl- or hydroxylated 2-phenyl-4-aryl-5H-indeno[1,2-b]pyridines
Kadayat, Tara Man,Song, Chanju,Shin, Somin,Magar, Til Bahadur Thapa,Bist, Ganesh,Shrestha, Aarajana,Thapa, Pritam,Na, Younghwa,Kwon, Youngjoo,Lee, Eung-Seok
, p. 3499 - 3512 (2015)
Abstract A series of novel twenty-eight rigid 2-phenyl- or hydroxylated 2-phenyl-4-aryl-5H-indeno[1,2-b]pyridines were synthesized and evaluated for their topoisomerase inhibitory activity as well as their cytotoxicity against several human cancer cell li
Synthesis and characterization of novel cyclometalated iridium(III) complexes for nanocrystalline TiO2-based dye-sensitized solar cells
Shinpuku, Yoshiki,Inui, Fumiaki,Nakai, Misaki,Nakabayashi, Yasuo
, p. 203 - 209 (2011)
Four novel cyclometalated iridium(III) complexes with the following general formulas were synthesized and characterized using 1H NMR, { 1H-1H} COSY, ESI-MS spectral and elemental analysis data: [Ir(C∧N∧C)(ptpy-COOH)]+ (C ∧N∧C = 2,6-diphenylpyridinato (1); 2,4,6-triphenylpyridinato (2), ptpy-COOH = 4′-(4-carboxyphenyl)-2, 2′:6′,2"-terpyridine) and [Ir(C∧N ∧C)(tpy-COOH)]+ (C∧N∧C = 2,6-diphenylpyridinato (3); 2,6-ditolylpyridinato (4), tpy-COOH = 4′-carboxy-2,2′:6′,2″-terpyridine). The photophysical and redox properties and photovoltaic performance of the Ir(III) complexes as photosensitizers in nanocrystalline TiO2-based solar cells were studied and compared to those of cis-diisothiocyanatobis(4,4′-dicarboxy-2, 2′-bipyridine)ruthenium(II) (N3). Dye 4 exhibits the highest photovoltaic performance with an overall solar energy conversion efficiency of 2.16%.
Optimization of Catalyst Structure for Asymmetric Propargylation of Aldehydes with Allenyltrichlorosilane
Vaganov, Vladimir Yu.,Fukazawa, Yasuaki,Kondratyev, Nikolay S.,Shipilovskikh, Sergei A.,Wheeler, Steven E.,Rubtsov, Aleksandr E.,Malkov, Andrei V.
, p. 5467 - 5474 (2020/10/19)
The design of catalysts for asymmetric propargylations remains a challenging task, with only a handful of methods providing access to enantioenriched homopropargylic alcohols. In this work, guided by previously reported computational predictions, a set of
Stereoselective Synthesis of Atropisomeric Bipyridine N,N′-Dioxides by Oxidative Coupling
Fukazawa, Yasuaki,Vaganov, Vladimir Yu.,Shipilovskikh, Sergei A.,Rubtsov, Aleksandr E.,Malkov, Andrei V.
supporting information, p. 4798 - 4802 (2019/06/17)
Bipyridine N,N′-dioxide is a structural fragment found in many bioactive compounds. Furthermore, chiral analogues secured their place as powerful Lewis base catalysts. The scope of the existing methods for the synthesis of atropisomeric bipyridine N,N′-di
